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- Henry Riggs Rathbone, congressman and lawyer from Illinois. His parents were with Abraham Lincoln when he was shot at Ford's Theater. (graduated 1887)
- Pete Robbins jazz saxophonist (graduated 1997)
- Charles E. Rounds, Jr., lawyer, professor of law at Suffolk University Law School
- Charles F.C. Ruff, lawyer who defended Bill Clinton during his impeachment trial in 1999. (graduated 1956)
Albert Santana president
Read more about this topic: List Of Phillips Academy Alumni